Holiday rentals in Chesil Beach

4.87 out of 5 average rating, 342 reviews

18th Century Coastal Cottage

This historic home features original stone floors, rustic wood beam ceilings, a wood-burning fireplace, modern finishes, a sauna, and a private back patio overlooking the beach. Breathe in the refreshing ocean air from this hillside retreat. I’m sorry I have a no pets policy at the cottage. This cottage has steep stairs, low ceilings, a very low rise bed and a low sofa as seen in the pictures. 60 Mallams was built in approximately 1760 and still has many rustic features throughout. The cottage has two levels, ground floor consists of open plan lounge leading to the kitchen then conservatory with shower room. Which opens out into courtyard garden with a terrace and sea views. 1st floor has the main bedroom with a super king size bed and separate bathroom with a free standing bath with room for two.. Private parking on driveway 24hr key access safe by the front door I can be contacted at any time throughout your stay. The property is located just a five minute walk from Chesil Beach. It is also close to a number of the town's local shops and cosy pubs. There’s plenty of coastal walks all around Portland The sailing club is close offering various water sports There is bus services to and from Weymouth. There are amazing coastal walks around Portland. Please be mindful of the rubbish I have food waste bins , glass only tubs and the larger of the wheelie bins (green) are recycling only ( cans paper and plastic) and the black bins are general rubbish.. please be careful with the rubbish because if it's all mixed up the bin men won't take it away...

4.97 out of 5 average rating, 613 reviews

Cute, Cosy & Stylish Bothy Cottage, near Sherborne

Stylish, Comfortable & Quirky - “Top 10 Dorset Airbnb” (Conde Nast Traveller) in a “Top 50 UK Village” (Sunday Times). The Bothy is a detached stone cottage where you can share some free Prosecco on your private terrace. It is in the rural historic Yetminster Conservation Area with a thatched pub, café & shop. It is next door to a quintessential "Chocolate Box" thatched cottage. You are on the edge of the Dorset Area of Outstanding Natural Beauty with good access to the sea & Jurassic Coast.

4.94 out of 5 average rating, 248 reviews

Little Barn is a cosy dwelling in a remote valley

Little Barn is located in a remote valley between Upwey and Portesham near Weymouth in Dorset A converted Barn with a modern open plan interior. An adequate garden with Outdoor furniture and BBQ with an external secure store for bicycles etc. The area is good for walking (dogs welcome), many footpaths line the surrounding countryside. Hardy's monument is situated a few miles away. The area offers good cycling both on and off road. Good access to the Dorset coastline which is a short drive away.

4.97 out of 5 average rating, 119 reviews

Guest house in Dorset

Palm Cottage

A good sized modern One bedroom garden annex only a short walking distance to local pub, take away, convenience store & hairdressers with a 20 minute walk into the Town Centre and Beach (£6 - £7 taxi ride) Weymouth is a very popular tourist attraction with numerous high end eating establishments, a superb beach and harbour which are particularly vibrant during the Spring and Summer months, a golf course and a railway station. Only 13 miles from the picturesque Lulworth Cove & Durdle Door

4.92 out of 5 average rating, 261 reviews

Home in Wynford Eagle

Swallows Return - Alpacas-Gardens-Brook-Tennis

Nestled in an area of Outstanding Natural Beauty, Wynford Eagle is one of West Dorset's hidden gems. Swallows Return is a cosy studio retreat, a haven for peace and relaxation which opens out onto a large terrace with stunning views of the valley, 8 acres of grounds and gardens and beautiful alpacas. A great base to explore Dorset, situated just 15 minutes from the Jurassic coastline and all this incredible area has to offer. Please also see listing for airbnb.com/h/woodpeckers-rest

4.86 out of 5 average rating, 337 reviews

Tiny home in Dorset

The Zen Den🙏Relaxing🦋 Cosy🌸Idyllic🌊Location🌿

The Zen Den is an annexe off our bungalow, with own front door access. Bath with shower. Washing machine, microwave, fridge/freezer. No oven or hob, kitchenette for food prep, sofa bed & bistro set. Bedroom - Double bed with bamboo mattress topper for comfort, with garden view. Patio with seating area, beautiful garden with unbelievable sea views over the amazing Chesil Beach Jurassic Coastline🌊🌞 Back gate onto the Jurassic coastal path. Special Location 🌞 🌊🏝❤️ 🫂 😊

4.98 out of 5 average rating, 312 reviews

The Old Apple Store, Bridport and Jurassic Coast

Our cottage is nestled in the heart of the Bride Valley close to the Jurassic Coast. This converted barn has views over our orchard. The cottage is 20 minutes drive from Dorchester and Bridport. 40 minutes to Durdle Door. Upstairs kitchen area with cooker, fridge, washing machine, lounge area with lots of books, DVD ‘s. Dining area and balcony with seating. Downstairs Large bedroom with King Size bed. Bathroom with shower. Outside pretty walled garden with seating.

4.97 out of 5 average rating, 241 reviews

Shepherd’s hut in Waddon

The Hide on the Vineyard with wood fired hot tub

'The Hide' is a truly romantic hideaway on an English Vineyard with your own Shepherd's Hut, Cabin, Shower room & Private Wood Fired Hot Tub for two adults Everything you see in the photos are for your own exclusive use - no sharing - your own corner of a beautiful little vineyard! A perfect place to relax in a romantic setting for two Enjoy beautiful sunsets over the vines whilst soaking in your own private wood fired hot tub which has a small extra charge of £50 per stay

Guest suite in Long Bredy

4.93 out of 5 average rating, 176 reviews

Stylish hayloft conversion next to 18thC farmhouse

A newly converted hayloft set up as a one bedroom house. Pitched, beamed ceiling in bed/sitting room, own kitchen downstairs. Spacious shower room, separate small WC No TV but WiFi. Private entrance from village lane into property. In the heart of the Bride Valley so perfect for all year round walkers and nature lovers. Jurassic Coast 5 miles away. One of the richest areas in the UK for hill forts and ancient earthworks. Very houseproud so regrettably no pets and no smokers.

4.83 out of 5 average rating, 240 reviews

Guest house in Southhill

Bright & Snug annexe with Parking in Weymouth

Welcome to our one bedroom self contained private accommodation with parking space in Weymouth. Consisting of a double bed, two seater sofa, mini kitchen unit with sink, kettle & toaster, fridge, smart TV, chest of drawers, shower room. Weymouth town Centre, train station and Weymouth’s popular beach is a 20 minute walk through the RSPB nature reserve, where you will see swans, ducks & plenty of bird species. Pub, pharmacy & shop is only a 5 min stroll down the road.

Shepherd’s hut in West Bexington

4.97 out of 5 average rating, 386 reviews

The Seaside Shepherd’s Hut

Fall asleep to the sound of waves on shingle in this stunning, hand-crafted oak shepherd’s hut. In winter the Hut is cosy with double glazing, a wood burner plus radiator. In summer relax on the deck to enjoy glorious views of Lyme Bay in an AONB on the World Heritage Jurassic Coast. Nestling in the garden, Chesil Beach and the South West Coast Path are 30 seconds away down a private path. Watch magnificent sunsets over the bay and enjoy stargazing in our dark skies.

4.95 out of 5 average rating, 238 reviews

Place to stay in Dorset

The Hide in the treetops near weymouth town/beach

Open plan space: sleeps 2; king size bed; bed linen. Kitchen with induction hob; electric oven; microwave and fridge freezer; coffee machine; tea towels. Ensuite shower room; hand towels & Bath sheets. Beach Towels not provided so please remember to pack yours! Comfy sofa; dining table and 4 chairs. Large TV and wifi. No children of any age and no animals/pets allowed. Smoking strictly prohibited inside The Hide or on the grounds.

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Popular amenities for Chesil Beach holiday rentals

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Other great holiday rentals in Chesil Beach

4.87 out of 5 average rating, 45 reviews

Home in Dorset

Chesil Beach Cottage

DipakRating, 5 stars1 week ago

We enjoyed our stay, it was an ideal location to visit the wonderful Dorset coastline. Within a few minutes we were able to jump on a bus to Weymouth. By car, it was convenient to get around the east and west sides of Dorset. Being a few minutes from Chesil beach was a bonus. We had no issues with the property and everything met our needs.

4.98 out of 5 average rating, 60 reviews

Apartment in Dorset

Osprey View Overlooking the Castle and Marina.

DavidRating, 5 stars1 week ago

Thank you Aaron, another great stay at your place. Great location, amenities and very quiet and peaceful with great views of the sea and harbour. We were also blessed with fantastic weather. We love your apartment and we will be back again!

Home in Langton Herring

5 out of 5 average rating, 3 reviews

Stepping Stones

JeffRating, 5 stars5 months ago

Such a lovely cottage in an idyllic setting, short driving distances to lovely walks along the coast. Highly recommend for a relaxing trip.

5 out of 5 average rating, 27 reviews

Cabin in Frampton

Moorhen cabin

SallyRating, 5 stars1 week ago

We had the most wonderful stay at the cabin. The cabin itself is light and airy, whilst cosy and comfortable. We came with our 8 month old and there was plenty of space for the 3 of us. The grounds were beautiful and we were able to use a good chunk of the garden. We felt very comfortable in the space and welcomed. The host Carolynn was absolutely fantastic. Great communication, gave us good recommendations and was just so helpful and friendly. We would highly recommend staying at this wonderful place!!

5 out of 5 average rating, 32 reviews

Home in Dorset

Sea Pilot's Cottage | On the harbour | Sleeps 6

RoxanneRating, 5 stars6 days ago

Our stay at Sea Pilot’s Cottage was absolutely amazing, we loved every minute! Our hosts were extremely friendly and helpful. The cottage itself was stunning, with beautiful decor and lovely homely touches like fresh flowers and a bottle of fizz on arrival. The location was amazing, and the view is quite spectacular! Thanks for everything!

Bungalow in Langton Herring

5 out of 5 average rating, 21 reviews

Hoglet cottage in Langton Herring Weymouth Dorset

kayRating, 5 stars1 week ago

Excellent boutique cottage with lovely furnishings and everything you need for a few days away. Very quiet location in beautiful surroundings. David responds very quickly to any questions or issues you may have. I would highly recommend this cottage to anyone wanting a quiet few days away. We also appreciated the welcoming gifts making it extra special.

5 out of 5 average rating, 29 reviews

Cottage in Portesham

Cheerful 1960's cottage with fireplace

RachelRating, 5 stars3 months ago

What a wonderful, unique place to stay. Being a train enthusiast, it was the best experience to stay at Roselands. A lot of love, care and creativity has gone into this special place. The location is fantastic - so much within walking distance and in a beautiful part of Dorset. We met both Marion and Charles who were lovely and took time to give local tips and explain the history of the home. Lovely food at the local pub - but the house has everything you can need and more. Would stay again in a heartbeat. Thanks so much.